Work

Synthesis, Optoelectronic, and Photoelectrochemical Properties of an Azulene-Bridged Porphyrin Dimer

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide Although azulene-incorporated porphyrin analogues, referred to as ″azuliporphyrins”, are well documented in the literature, the studies available on covalently tethered azulene–porphyrin hybrid molecules are limited. This work reports the synthesis of 1,3-azulene-bridged porphyrin dimers 3 and 4, achieved through the Suzuki–Miyaura cross-coupling reaction. The optoelectronic properties, photophysical behavior, excited-state dynamics, and potential application of dimer 4 in photoelectrochemical water splitting (PEC-WS) are investigated. Dimer 4 exhibits a smaller HOMO–LUMO gap and a lower ionization potential than the corresponding monomer 5 . However, despite having an extended π-conjugation, the V-shaped geometry of the dimer restricts its long-range aggregation and charge/exciton delocalization in comparison to its corresponding monomer. The computational electronic structure analysis complements the experimental findings. The results presented in this paper provide rational insights into the structure–property correlation within the less explored azulene–porphyrin hybrid systems.

Source: ACS Omega

DOI: 10.1021/acsomega.5c05525

Authors: Sahana Nagesh Shet, Dharmapura H. K. Murthy, Sujana Chandrappa, Simon Joyson Galbao, Mahendra Patil, Vijayendra S. Shetti

Institutions: National Institute of Technology Karnataka, Manipal Academy of Higher Education, University of Mumbai, Center for Excellence in Basic Sciences

Language: English

Topic: Porphyrin and Phthalocyanine Chemistry

Subfield: Materials Chemistry

Field: Materials Science

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $1,935

Funders: Department of Science and Technology, Ministry of Science and Technology, India, Science and Engineering Research Board